KR101883596B1 - Black photo sensitive resin composition, a color filter comprising a column spacer, a black metrics or a black column spacer prepared by using the composition, and a display device comprising the color filter - Google Patents

Abstract

The present invention provides a black photosensitive resin composition, a color filter comprising a column spacer, a black matrix or a black column spacer manufactured by using the black photosensitive resin composition, and a display device comprising the color filter. The black photosensitive resin composition of the present invention comprises a coloring agent (A), an alkali-soluble resin (B), a photopolymerizable compound (C), a photopolymerization initiator (D), and a solvent (E). The alkali-soluble resin (B) includes monomers of chemical formulas 1 and 2 at the same time, the photopolymerizable compound (C) includes a monomer having 4 to 7 functional groups, and the photopolymerizable compound (C) has an acid value of 25 to 50 mgKOH/g. According to the present invention, the black photosensitive resin composition provides an effect of improving adhesion of the black matrix or the black column spacer.

Description

TECHNICAL FIELD [0001] The present invention relates to a black photosensitive resin composition, a color filter including a column spacer, a black matrix, or a black column spacer manufactured using the same, and a display device including the color filter. BACKGROUND ART [0002] BLACK PHOTO SENSITIVE RESIN COMPOSITION, A COLOR FILTER COMPRISING A COLUMN SPACER, A BLACK METRICS OR A BLACK COLUMN SPACER PREPARED BY USING THE COMPOSITION, AND DISPLAY DEVICE COMPRISING THE COLOR FILTER}

The present invention relates to a black photosensitive resin composition, a color filter comprising a manufactured column spacer, a black matrix or a black column spacer manufactured using the same, and a liquid crystal display including the color filter.

The color filter is composed of three primary color pixels of a red pixel, a green pixel and a blue pixel, and a black matrix formed at the boundary of each color pixel and not transmitting substantially visible light as black. The black matrix or black column spacer is a material for securing the space required for moving the liquid crystal between the two glass plates constituting the LCD and maintaining the elasticity of the LCD, and is formed of a black photosensitive resin composition. The black matrix or black column spacers can be installed in any desired position in a column shape, allowing for precise spacing and thickness control. In this case, it is necessary to adjust the height of the black column spacer in consideration of the height of the device.

Conventionally, in order to form a black column spacer, a method of dispersing bead particles which become spacers on the entire surface of a substrate has been adopted. However, this method has a disadvantage in that it is difficult to uniformly maintain the cell gap, and the bead is attached to the pixel display portion, resulting in lower contrast and image quality of the image. In order to solve these problems, various methods using a photosensitive resin composition capable of forming a step difference have been proposed.

Korean Patent Laid-Open Publication No. 10-2012-0033893 discloses a method of forming a black column spacer having a height difference by using a photosensitive resin composition, but it has a drawback that the adhesion of the film is not sufficient.

Korean Patent Publication No. 10-2012-0033893

Disclosure of Invention Technical Problem [8] Accordingly, the present invention has been made keeping in mind the above problems occurring in the prior art, and an object of the present invention is to provide a black photosensitive resin composition having improved adhesion of a black matrix or a black column spacer.

It is another object of the present invention to provide a color filter including a column spacer, a black matrix or a black column spacer manufactured using the black photosensitive resin composition, and a liquid crystal display device including the color filter.

(A) a colorant; (B) an alkali-soluble resin; (C) a photopolymerizable compound; (D) a photopolymerization initiator; And (E) a solvent, wherein the alkali-soluble resin (B) simultaneously contains a monomer represented by the following general formula (1) and a general formula (2), wherein the photopolymerizable compound (C) comprises a monomer having a functional group of 4 to 7 , And the acid value of the (C) photopolymerizable compound is 25 to 50 mgKOH / g.

[Chemical Formula 1]

(2)

In the monomer of Formula 1,

R ₁ is hydrogen or a methyl group;

R ₂ is a C ₁ -C ₂₀ alkylene group substituted by a hydroxy group;

R ₃ is a C ₁ to C ₁₂ alkyl (meth) acrylate group.

The present invention also provides a color filter comprising a column spacer, a black matrix, or a black column spacer manufactured using the black photosensitive resin composition.

The present invention also provides a liquid crystal display device including the color filter.

The black photosensitive resin composition of the present invention provides an effect of improving adhesion of black matrix or black column spacer.

In addition, a color filter including a column spacer, a black matrix or a black column spacer manufactured by using the black photosensitive resin composition and a liquid crystal display device including the color filter are excellent in dynamic characteristics and durability .

(A) a colorant; (B) an alkali-soluble resin; (C) a photopolymerizable compound; (D) a photopolymerization initiator; And (E) a solvent, wherein the alkali-soluble resin (B) simultaneously contains a monomer represented by the following general formula (1) and a general formula (2), wherein the photopolymerizable compound (C) comprises a monomer having a functional group of 4 to 7 , And the acid value of the (C) photopolymerizable compound is 25 to 50 mgKOH / g.

[Chemical Formula 1]

(2)

In the monomer of Formula 1,

R ₁ is hydrogen or a methyl group;

R ₂ is a C ₁ -C ₂₀ alkylene group substituted by a hydroxy group;

R ₃ is a C ₁ to C ₁₂ alkyl (meth) acrylate group.

Preferably, in the monomer of Formula 1,

R ₁ is a methyl group;

R ₂ is a C ₁ to C ₂₀ alkylene group substituted by a hydroxy group, more preferably a straight or branched C ₁ to C ₁₀ alkylene group substituted by a hydroxy group;

R ₃ may be acrylate or methyl acrylate.

The black photosensitive resin composition of the present invention comprises (B) an alkali-soluble resin simultaneously containing monomers represented by the following general formulas (1) and (2), wherein the photopolymerizable compound (C) comprises a monomer having a functional group of 3 to 7, (C) the acid value of the photopolymerizable compound is in the range of 25 to 50 mgKOH / g, whereby the adhesion of the black matrix or black column spacer produced using the same is remarkably improved.

Each component constituting the black photosensitive resin composition of the present invention will be described below. However, the present invention is not limited to these components.

(A) Colorant

The colorant is used for black implementation and imparts light blocking properties to both the spacer, the black matrix and the black column spacer. The black column spacer means that the column spacer and the black matrix are integrally formed. That is, the black matrix serves to prevent the light leakage, and the spacer can prevent the malfunction of the device caused by the light generated from the outside.

As the colorant, any colorants known in the art such as organic pigments, dyes and black pigments can be used as long as they have light shielding properties in visible light, but it is preferable to use black pigments.

As the black pigment, any known black pigment may be used without particular limitation, and specifically, aniline black, perylene black, titanium black, carbon black and the like may be used. These may be used singly or in combination of two or more. Examples of the carbon black include channel black, furnace black, thermal black and lamp black.

Carbon black coated with a resin on its surface may be used for electrical insulation if necessary. In addition, since the resin-coated carbon black has a lower conductivity than carbon black not coated with the resin, excellent electrical insulation can be imparted to the black matrix, the spacer, or the black column spacer (black matrix integrated spacer) .

In addition, the colorant may further optionally include a color correcting agent. As the color correcting agent, condensation polycyclic pigments such as anthraquinone pigments or perylene pigments, phthalocyanine pigments, or organic pigments such as azo pigments can be used. Anthraquinone pigments or phthalocyanine pigments are preferred, and phthalocyanine pigments are more preferred . Examples of the phthalocyanine pigments may include C.I. Pigment Blue 15: 6, C.I. Pigment Blue 15: 4, and C.I. Pigment Blue 16. Examples of the anthraquinone type pigment include C.I. Pigment Blue 60. The phthalocyanine pigment may be C.I. Pigment Blue 15: 6.

Wherein the colorant (A) is at least one organic black pigment selected from the group consisting of lactam black, aniline black and phenylene black; At least one inorganic black pigment selected from the group consisting of titanium black, and carbon black; And blue pigments.

Among the organic black pigments, it may be preferable to use a lactam black (for example, Irgaphor (R) Black S 0100 CF of BASF) in terms of optical density, dielectric constant, permeability and the like.

The use of carbon black in the inorganic black pigment may be preferable in terms of pattern characteristics and chemical resistance.

Among the blue pigments, it is preferable to use C.I. Pigment Blue 15: 6 in order to prevent light leakage.

The colorant may be contained in an amount of 1 to 50% by weight, preferably 5 to 20% by weight based on the total weight of the black photosensitive resin composition. When the colorant is contained in an amount of 1 to 50% by weight, the optical density can be enhanced, and in the case of 5 to 20% by weight, optical density can be improved.

In the present invention, the solid content in the black photosensitive resin composition means the sum of the components from which the solvent has been removed.

In addition, it is preferable to use a pigment dispersion in which the particle diameter of the pigment is uniformly dispersed. Examples of a method for uniformly dispersing the particle diameter of the pigment include a method of dispersing the pigment dispersion (a1) by containing the pigment dispersant (a1), and a method of obtaining a pigment dispersion in which the pigment is uniformly dispersed in the solution have.

(a1) pigment dispersant

The pigment dispersant is added for deaggregation of the pigment and maintenance of stability. Specific examples of the pigment dispersant include a cationic surfactant, an anionic surfactant, a nonionic surfactant, a positive surfactant, a polyester surfactant, and a polyamine surfactant. , Which may be used alone or in combination of two or more.

Specific examples of the cationic surfactant include amine salts such as stearylamine hydrochloride and lauryltrimethylammonium chloride, and quaternary ammonium salts.

Specific examples of the anionic surfactant include higher alcohol sulfuric acid ester salts such as sodium lauryl alcohol sulfate ester and sodium oleyl alcohol sulfate ester, alkylsulfates such as sodium laurylsulfate and ammonium laurylsulfate, sodium dodecylbenzenesulfonate, And alkylarylsulfonic acid salts such as sodium dodecylnaphthalenesulfonate.

Specific examples of the nonionic surfactants include polyoxyethylene alkyl ethers, polyoxyethylene aryl ethers, polyoxyethylene alkyl aryl ethers, other polyoxyethylene derivatives, oxyethylene / oxypropylene block copolymers, sorbitan fatty acid esters, Polyoxyethylene sorbitan fatty acid esters, polyoxyethylene sorbitol fatty acid esters, glycerin fatty acid esters, polyoxyethylene fatty acid esters, and polyoxyethylene alkylamines.

In addition, polyoxyethylene alkyl ethers, polyoxyethylene alkylphenyl ethers, polyethylene glycol diesters, sorbitan fatty acid esters, fatty acid modified polyesters, tertiary amine-modified polyurethanes, and polyethyleneimines have.

Also, the pigment dispersant preferably includes an acrylate-based dispersant (hereinafter referred to as an acrylate-based dispersant) containing butyl methacrylate (BMA) or N, N-dimethylaminoethyl methacrylate (DMAEMA). Dispersing BYK-2000, DISPER BYK-2001, DISPER BYK-2070, DISPER BYK-2150 and the like may be used as the acrylate-based dispersing agent, The rate-based dispersing agents may be used alone or in combination of two or more.

As the pigment dispersant, other resin type pigment dispersants other than the acrylate dispersant may be used. The other resin type pigment dispersing agent may be a known resin type pigment dispersing agent, especially a polycarboxylic acid ester such as polyurethane, polyacrylate, unsaturated polyamide, polycarboxylic acid, polycarboxylic acid (partial) Amine salts of polycarboxylic acids, alkylamine salts of polycarboxylic acids, polysiloxanes, long chain polyaminoamide phosphate salts, esters of hydroxyl group-containing polycarboxylic acids and their modified products, or free ) Oil-based dispersants such as amides formed by reaction of a polyester having a carboxyl group with poly (lower alkyleneimine) or salts thereof; Soluble resin or water-soluble polymer compound such as (meth) acrylic acid-styrene copolymer, (meth) acrylic acid- (meth) acrylate ester copolymer, styrene-maleic acid copolymer, polyvinyl alcohol or polyvinylpyrrolidone; Polyester; Modified polyacrylates; Adducts of ethylene oxide / propylene oxide; And phosphate esters.

DISPER BYK-160, DISPER BYK-161, DISPER BYK-162, DISPER BYK-163, and DISPER BYK-160 available from BYK (Big) Chemie are examples of commercially available pigment dispersants of other resin types. BYK-164, DISPER BYK-166, DISPER BYK-171, DISPER BYK-182, DISPER BYK-184; EFKA-4060, EFKA-4060, EFKA-4055, EFKA-4055, EFKA-4055, EFKA-4020, EFKA-4015, EFKA-4060, EFKA- 4330, EFKA-4400, EFKA-4406, EFKA-4510, EFKA-4800; SOLSPERS-24000, SOLSPERS-32550, NBZ-4204/10 from Lubirzol; Hinoact T-6000, Hinoact T-7000, Hinoact T-8000; available from Kawaken Fine Chemicals; AJISPUR PB-821, Ajisper PB-822, Ajisper PB-823 manufactured by Ajinomoto; FLORENE DOPA-17HF, fluorene DOPA-15BHF, fluorene DOPA-33, and fluorene DOPA-44 are trade names of Kyoeisha Chemical Co.,

In addition to the acrylate-based dispersant, other resin-type pigment dispersants may be used alone or in combination of two or more, and may be used in combination with an acrylate-based dispersant.

The pigment dispersant is contained in an amount of more than 0 to 1 part by weight, preferably 0.01 to 0.5 part by weight based on 1 part by weight of the colorant. When the pigment dispersant is contained in an amount exceeding 0 to 1 part by weight, the uniformly dispersed pigment can be obtained.

(B) an alkali-soluble resin

The alkali-soluble resin has reactivity and alkali solubility due to the action of light or heat, acts as a dispersant for solids including colorants, and functions as a binder resin. The alkali-soluble resin may be a binder soluble in the alkaline developer used in the development step of the film production.

The alkali-soluble resin used in the present invention is characterized by containing monomers represented by the following general formulas (1) and (2) simultaneously. That is, it may be a copolymer containing the above monomers.

[Chemical Formula 1]

(2)

In the monomer of Formula 1,

R ₁ is hydrogen or a methyl group;

R ₂ is a C ₁ -C ₂₀ alkylene group substituted by a hydroxy group;

R ₃ is a C ₁ to C ₁₂ alkyl (meth) acrylate group.

In the present invention, the term "alkyl (meth) acrylate" means "alkyl acrylate" or "alkyl methacrylate".

The alkali-soluble resin may further include other monomers copolymerizable with the monomer containing a carboxyl group and the monomer containing a carboxyl group, in addition to the monomers of the general formulas (1) and (2).

R ₁ is a methyl group; R ₂ is a C ₁ -C ₁₀ alkylene group substituted by a hydroxy group; When R ₃ is acrylate or methyl acrylate, it may be preferable from the viewpoint of adhesion.

In the alkali-soluble resin (B), the content of the monomer of the formula (1) may be 20 to 60% by weight, preferably 30 to 50% by weight based on the total amount of the alkali-soluble resin (B) May be 30 to 60% by weight, and preferably 35 to 50% by weight, based on the total amount of (B) the alkali-soluble resin. (B) is 20 to 60% by weight based on the total amount of the alkali-soluble resin (B), and the content of the monomer of the formula (2) is in the range of 20 to 60% by weight based on the total content of the alkali- The content of the monomer of the formula (1) in the alkali-soluble resin (B) is preferably in the range of from 30 to 60% by weight, in terms of the total content of the alkali-soluble resin (B) is 35 to 50% by weight based on the total amount of the alkali-soluble resin, the content of the monomer of the formula (2) is in the range of 30 to 50% by weight based on the weight of the black matrix It can be more advantageous in terms of the aspect.

The alkali-soluble resin (B) may further contain a compound containing a carboxyl group-containing monomer capable of copolymerizing with the monomer represented by the above formula (1) or (2) or another monomer copolymerizable with the carboxyl group-containing monomer to a total weight of the alkali- By weight based on the total weight of the composition. That is, the (B) alkali-soluble resin of the present invention can be prepared by further adding monomer (compound) other than the monomer represented by the above formula (1) or (2)

  The weight ratio of the monomer of Formula 1 to the monomer of Formula 2 may be 20 to 60:30 to 60.

Examples of the monomer containing a carboxyl group include an unsaturated carboxylic acid having at least one carboxyl group in the molecule such as an unsaturated monocarboxylic acid, an unsaturated dicarboxylic acid, and an unsaturated tricarboxylic acid.

Examples of the unsaturated monocarboxylic acid include acrylic acid, methacrylic acid, crotonic acid,? -Chloroacrylic acid, cinnamic acid, and the like

Examples of the unsaturated dicarboxylic acid include maleic acid, fumaric acid, itaconic acid, citraconic acid, and mesaconic acid.

The unsaturated polycarboxylic acid may be an acid anhydride, and specific examples thereof include maleic anhydride, itaconic anhydride, citraconic anhydride and the like. The unsaturated polycarboxylic acid may also be mono (2-methacryloyloxyalkyl) ester thereof, and examples thereof include mono (2-acryloyloxyethyl) succinate, mono (2-methacryloyloxyethyl) ), Phthalic acid mono (2-acryloyloxyethyl), phthalic acid mono (2-methacryloyloxyethyl), and the like. The unsaturated polycarboxylic acid may be mono (meth) acrylate of the dicarboxylic polymer at both ends thereof, and examples thereof include ω-carboxypolycaprolactone monoacrylate and ω-carboxypolycaprolactone monomethacrylate.

The carboxyl group-containing monomers may be used alone or in combination of two or more.

Examples of the other monomer copolymerizable with the carboxyl group-containing monomer include styrene,? -Methylstyrene, o-vinyltoluene, m-vinyltoluene, p-vinyltoluene, p-chlorostyrene, o- P-methoxy styrene, o-vinyl benzyl methyl ether, m-vinyl benzyl methyl ether, p-vinyl benzyl methyl ether, o-vinyl benzyl glycidyl ether, m-vinyl benzyl glycidyl ether, Aromatic vinyl compounds such as vinylbenzyl glycidyl ether and indene; Methyl acrylate, methyl methacrylate, ethyl acrylate, ethyl methacrylate, n-propyl acrylate, n-propyl methacrylate, i-propyl acrylate, i-propyl methacrylate, butyl methacrylate, i-butyl acrylate, i-butyl methacrylate, sec-butyl acrylate, sec-butyl methacrylate, t-butyl acrylate, t-butyl methacrylate, Ethyl acrylate, 2-hydroxyethyl methacrylate, 2-hydroxypropyl acrylate, 2-hydroxypropyl methacrylate, 3-hydroxypropyl acrylate, 3-hydroxypropyl methacrylate, 2-hydroxybutyl methacrylate, 3-hydroxybutyl acrylate, 3-hydroxybutyl methacrylate, 4-hydroxybutyl acrylate, 4-hydroxybutyl methacrylate, Acrylate, benzyl acrylate, benzyl methacrylate, cyclohexyl acrylate, cyclohexyl methacrylate, phenyl acrylate, phenyl methacrylate, 2-methoxyethyl acrylate, 2-methoxyethyl Methacrylate, 2-phenoxyethyl acrylate, 2-phenoxyethyl methacrylate, methoxy diethylene glycol acrylate, methoxy diethylene glycol methacrylate, methoxy triethylene glycol acrylate, methoxy triethylene glycol methacrylate Acrylate, methoxypropylene glycol methacrylate, methoxypropylene glycol acrylate, methoxydipropylene glycol methacrylate, isobornyl acrylate, isobornyl methacrylate, dicyclopentane Dienyl acrylate, dicyclopentadiethyl methacrylate, 2-hydroxy-3-phenoxy Unsaturated carboxylic acid esters such as cyproxy acrylate, 2-hydroxy-3-phenoxypropyl methacrylate, glycerol monoacrylate, and glycerol monomethacrylate; Aminoethyl methacrylate, 2-aminoethyl methacrylate, 2-dimethylaminoethyl acrylate, 2-dimethylaminoethyl methacrylate, 2-aminopropyl acrylate, 2-aminopropyl methacrylate, 2- Unsaturated carboxylates such as methyl acrylate, ethyl acrylate, propyl methacrylate, isopropyl acrylate, isopropyl acrylate, isopropyl acrylate, isopropyl acrylate, isopropyl acrylate, Acid amino alkyl esters; Unsaturated carboxylic acid glycidyl esters such as glycidyl acrylate and glycidyl methacrylate; Carboxylic acid vinyl esters such as vinyl acetate, vinyl propionate, vinyl butyrate and vinyl benzoate; Unsaturated ethers such as vinyl methyl ether, vinyl ethyl ether and allyl glycidyl ether; Vinyl cyanide compounds such as acrylonitrile, methacrylonitrile,? -Chloroacrylonitrile, and vinylidene cyanide; Unsaturated amides such as acrylamide, methacrylamide,? -Chloroacrylamide, N-2-hydroxyethyl acrylamide and N-2-hydroxyethyl methacrylamide; Maleimide, N-phenylmaleimide. Unsaturated imides such as N-cyclohexylmaleimide; Aliphatic conjugated dienes such as 1,3-butadiene, isoprene and chloroprene; And a monoacryloyl group or monomethacryloyl group at the end of the polymer molecular chain of polystyrene, polymethyl acrylate, polymethyl methacrylate, poly-n-butyl acrylate, poly-n-butyl methacrylate, Glycidyl acrylate, glycidyl methacrylate, glycidyl? -Ethyl acrylate, glycidyl? -N-propyl acrylate, glycidyl? -N-butyl acrylate, acrylic acid? -Methyl Glycidyl methacrylate,? -Methyl glycidyl methacrylate,? -Ethyl glycidyl methacrylate,? -Ethyl glycidyl methacrylate and the like, glycidyl acrylate such as acrylic acid-3,4- Epoxy acrylates such as methacrylic acid-3,4, -epoxybutyl, acrylic acid-6,7-epoxyheptyl, methacrylic acid-6,7-epoxyheptyl and? -Ethylacrylic acid-6,7-epoxyheptyl; and vinylbenzyl glycidyl ethers such as o-vinylbenzyl glycidyl ether, m-vinyl benzyl glycidyl ether and p-vinyl benzyl glycidyl ether. These monomers may be used alone or in combination of two or more.

Preferably, the alkali-soluble resin having an acid value of 20 to 200 (KOH mg / g) is selected and used. The acid value is a value measured as the amount (mg) of potassium hydroxide necessary to neutralize 1 g of the acrylic polymer, and is related to the solubility. When the acid value of the resin falls within the above range, the solubility in the developer is improved, and the non-exposed portion easily dissolves and the sensitivity increases. As a result, the pattern of the exposed portion remains at the time of development and the film remaining ratio is improved.

In order to improve the surface hardness of the alkali-soluble resin, the molecular weight and molecular weight distribution (MW / MN) may be limited. Preferably has a weight average molecular weight of from 3,000 to 200,000, more preferably from 5,000 to 100,000, still more preferably from 5,000 to 30,000, and has a molecular weight distribution ranging from 1.5 to 6.0, preferably from 1.8 to 4.0. Or purchased. The alkali-soluble resin having the molecular weight and molecular weight distribution in the above range is high in hardness, has a high residual film ratio as well as excellent solubility in the non-exposed portion in the developer and can improve the resolution.

The alkali-soluble resin may be used in an amount of 5 to 80% by weight, preferably 7 to 50% by weight based on the total weight of the black photosensitive resin composition. Such a content is a range selected considering various factors such as solubility in a developing solution, pattern formation, etc. When used within the above range, solubility in a developing solution is sufficient and pattern formation is easy, So that the dropout of the non-pixel portion is improved.

(C) Photopolymerization  compound

The photopolymerizable compound is a monomer for enhancing the strength of the pattern, the functional group being between 4 and 7, and the acid value of the photopolymerizable compound (C) is 25 to 50 mgKOH / g. When the acid value of the photopolymerizable compound is from 25 mgKOH / g to 25 mgKOH / g, adhesion to the substrate is further increased.

Specific examples of the monomer having a functional group of 4 to 7 include pentaerythritol tetra (meth) acrylic acid, dimethylol propane tetra (methyl) acrylic acid, dipentaerythritol penta (meth) acrylic acid, dipentaerythritol hexa (meth) (Meth) acrylate, dipentaerythritol penta (meth) acrylate, dipentaerythritol penta (meth) acrylate, dipentaerythritol tetra (meth) acrylate, dipentaerythritol hexa ≪ / RTI > These may be used alone or in combination of two or more.

The photopolymerizable compound may be used in an amount of 1 to 30% by weight, preferably 2 to 15% by weight based on the total weight of the black photosensitive resin composition. The photopolymerizable compound can improve the strength and flatness of the pixel portion in the range of 1 to 30 wt%, and improve the strength and flatness of the pixel portion in the range of 2 to 15 wt%.

(D) Light curing Initiator

The photopolymerization initiator is a compound for initiating the polymerization of the photopolymerizable compound and is not specifically limited in the present invention, but may be an acetophenone, benzophenone, triazine, thioxanthone, oxime, benzoin, anthraquinone, Imidazole-based compounds, etc. These may be used alone or in combination of two or more.

Examples of the acetophenone compound include diethoxyacetophenone, 2-hydroxy-2-methyl-1-phenylpropan-1-one, benzyldimethylketal, 2- hydroxy- 1- [4- 2-methyl-1- (4-methylthiophenyl) -2-morpholinopropane-1-one, 2- Oligomers of benzyl-2-dimethylamino-1- (4-morpholinophenyl) butan-1-one and 2-hydroxy-2- methyl [4- (1-methylvinyl) phenyl] propan- Among them, 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) butan-1-one can be preferably used.

Examples of the benzophenone compound include benzophenone, benzoyl benzoic acid, benzoyl benzoate, 4-phenylbenzophenone, hydroxybenzophenone, acrylated benzophenone, 4,4'-bis (dimethylamino) benzophenone, Bis (diethylamino) benzophenone, and the like.

Examples of the triazine compound include 2,4,6-trichloro-s-triazine, 2-phenyl-4,6-bis (trichloromethyl) (Trichloromethyl) -s-triazine, 2- (4'-methoxynaphthyl) -4,6-bis (trichloromethyl) (trichloromethyl) -s-triazine, 2 - (p-methoxyphenyl) -4,6-bis -Bis (trichloromethyl) -6-styryl-s-triazine, 2- (naphtho-1-yl) -4,6 (Trichloromethyl) -s-triazine, 2- (4-methoxynaphtho 1-yl) -4,6-bis (trichloromethyl) (Piperonyl) -6-triazine, 2,4-trichloromethyl (4'-methoxystyryl) -6-triazine and the like.

Examples of the thioxanthone compound include 2-isopropylthioxanthone, 2,4-diethylthioxanthone, 2,4-dichlorothioxanthone and 1-chloro-4-propanecioxanthone. have.

Examples of the oxime-based compound include o-ethoxycarbonyl-α-oximino-1-phenylpropan-1-one and the like. Commercially available products include Irgacure OXE01 and Irgacure OXE02 manufactured by BASF.

Examples of the benzoin compound include benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, benzoin isobutyl ether, and benzyl dimethyl ketal.

Examples of the anthraquinone-based compounds include 2-ethyl anthraquinone, octamethylanthraquinone, 1,2-benzanthraquinone, and 2,3-diphenylanthraquinone.

Examples of the nonimidazole-based compounds include 2,2'-bis (2-chlorophenyl) -4,4 ', 5,5'-tetraphenylbiimidazole, 2,2'- ) -4,4 ', 5,5'-tetraphenylbiimidazole, 2,2'-bis (2-chlorophenyl) -4,4', 5,5'-tetra (alkoxyphenyl) (2-chlorophenyl) -4,4 ', 5,5'-tetra (trialkoxyphenyl) biimidazole, a phenyl group in the 4,4', 5,5 'position is bonded to a carboalkoxy group And an imidazole compound substituted by a halogen atom.

The photopolymerization initiator is highly sensitized in the range of 1 to 10 wt%, and the intensity and pattern straightness of the pixel portion formed using the black photosensitive resin composition can be improved, and can be improved in the range of 0.01 to 5 wt% .

The photopolymerization initiator may be used in combination with a photopolymerization initiator. When the photopolymerization initiator is used in combination with the photopolymerization initiator, the black photosensitive resin composition containing the photopolymerization initiator is more preferable because productivity is improved when the support spacer for holding the cell gap is formed by using the black photosensitive resin composition.

The photopolymerization initiation auxiliary may be used for increasing the polymerization efficiency, and amine compounds, alkoxyanthracene compounds, and thioxanthone compounds may be used.

Examples of the amine compound include triethanolamine, methyldiethanolamine, triisopropanolamine, methyl 4-dimethylaminobenzoate, ethyl 4-dimethylaminobenzoate, 4-dimethylaminobenzoic acid isoamyl, benzoic acid- (Dimethylamino) benzophenone (collectively, Michler's ketone), 4,4'-bis (diethylamino) benzoate, 2-ethylhexyl dimethylaminobenzoate, N, N-dimethylparatoluidine, Phenanone, 4,4'-bis (ethylmethylamino) benzophenone, and the like, among which 4,4'-bis (diethylamino) benzophenone is preferable.

Examples of the alkoxyanthracene compound include 9,10-dimethoxyanthracene, 2-ethyl-9,10-dimethoxyanthracene, 9,10-diethoxyanthracene, 2-ethyl-9,10-diethoxyanthracene, .

Examples of the thioxanthone compound include 2-isopropylthioxanthone, 4-isopropylthioxanthone, 2,4-diethylthioxanthone, 2,4-dichlorothioxanthone, 1- And the like.

The photopolymerization initiator may be directly produced or commercially available. For example, a trade name of "EAB-F" [manufactured by Hodogaya Chemical Industry Co., Ltd.] may be used.

The photopolymerization initiator is preferably used in an amount of usually not more than 10 mol, preferably 0.01 to 5 mol, per mol of the photopolymerization initiator. When the photopolymerization initiator is used within the above range, the polymerization efficiency can be increased and the productivity improvement effect can be expected.

(F) Solvent

The solvent may be any solvent capable of dissolving or dispersing the above-mentioned composition, and is not particularly limited in the present invention. Preferably, an organic solvent having a boiling point of 100 to 200 DEG C in terms of coatability and dryness can be used.

Representative examples of usable solvents include alkylene glycol monoalkyl ethers, alkylene glycol alkyl ether acetates, aromatic hydrocarbons, ketones, lower and higher alcohols, and cyclic esters. More specifically, alkylene glycol monoalkyl ethers such as ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monopropyl ether and ethylene glycol monobutyl ether; Diethylene glycol dialkyl ethers such as diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol dipropyl ether and diethylene glycol dibutyl ether; Alkylene glycol alkyl ether acetates such as methyl cellosolve acetate, ethyl cellosolve acetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, propylene glycol monopropyl ether acetate, methoxybutyl acetate and methoxypentyl acetate Ryu; Aromatic hydrocarbons such as benzene, toluene, xylene, and mesitylene; Ketones such as methyl ethyl ketone, acetone, methyl amyl ketone, methyl isobutyl ketone, and cyclohexanone; Alcohols such as ethanol, propanol, butanol, hexanol, cyclohexanol, ethylene glycol and glycerin; Esters such as ethyl 3-ethoxypropionate and methyl 3-methoxypropionate; and cyclic esters such as? -butyrolactone.

Among the above solvents, alkylene glycol alkyl ether acetates, ketones, esters such as ethyl 3-ethoxypropionate and methyl 3-methoxypropionate may be preferably used, and propylene glycol monomethyl ether acetate, Propylene glycol monoethyl ether acetate, cyclohexanone, ethyl 3-ethoxypropionate, methyl 3-methoxypropionate and the like can be used. These solvents may be used singly or in combination of two or more.

The solvent may be contained in a balance such that the black photosensitive resin composition satisfies 100 wt%. Such a content is selected in consideration of dispersion stability of the composition and easiness of process in the production process (for example, applicability). In other words, the black photosensitive resin composition according to the present invention can produce a black matrix, a spacer or a black column spacer (black matrix integrated spacer) by a wet coating method, wherein the wet coating method is a roll coater, a spin coater, A coating apparatus such as a coater, a slit coater (which may be referred to as a die coater), an ink jet or the like may be used.

(F) Additive

The black photosensitive resin composition may further include additives known in the art for various purposes. Such additives include dispersants, dispersion aids, surfactants, fillers, other polymer compounds, ultraviolet absorbers, and anti-aggregation agents. These additives may be used singly or in combination of two or more, and it is preferable to use not more than 5% by weight based on the total weight of the black photosensitive resin composition in consideration of light efficiency and the like.

DISPER BYK-163 ", "DISPER BYK-170 ", and" DISPER BYK-163 " 2000 (DISPER BYK-2000) "; And "EFKA-1101" and "EFKA-4310" from Ciba Specialties Chemicals Corp., all of which are incorporated herein by reference.

As the dispersion aid, commercially available dispersion auxiliaries can be used. Preferred are Solsperse 5000, Solsperse 12000 and Solsperse 22000 from Lubrisol, which are copper phthalocyanine By providing affinity with carbon black as a pigment derivative, electrical and chemical adsorption between the carbon black surface and the dispersant is assured, and dispersibility and dispersion stability are improved as compared with the case where the dispersant is used alone.

As the surfactant, a commercially available surfactant may be used, and a fluorine-based surfactant may be preferably used. Examples of the fluorine-based surfactant include BM-1000, BM-1100 (BM Chemie), Proride FC-135 / FC-170C / FC-430 (Sumitomo 3M Co., Ltd.), SH-28PA / -190 / SZ- Ltd.) and the like can be used.

Examples of the filler include glass, silica and alumina. Other polymer compounds include curable resins such as epoxy resin and maleimide resin, polyvinyl alcohol, polyacrylic acid, polyethylene glycol monoalkyl ether, polyfluoroalkyl acrylate , Polyester, polyurethane and the like can be used.

Examples of the ultraviolet absorber include 2- (3-tert-butyl-2-hydroxy-5-methylphenyl) -5-chlorobenzotriazole and alkoxybenzophenone. Examples of the antiflocculating agent include sodium polyacrylate .

The preparation of the black photosensitive composition of the present invention is not particularly limited, and follows a known method for producing a black photosensitive composition.

For example, a coloring agent may be added to a solvent, followed by addition of the rest of the composition and other additives, followed by stirring. At this time, the colorant may be added in the form of a mill base in which a pigment or the like is dissolved or dispersed in advance in a solvent or an alkali-soluble resin. The additive, if in solution form, may be added in advance to the solvent along with the colorant.

The thus-prepared black photosensitive resin composition can be preferably used for the production of a display device, preferably a black matrix of a liquid crystal display device, a spacer for holding a cell gap, or a black column spacer (black matrix integrated spacer).

In particular, the black photosensitive resin composition of the present invention can be preferably used for producing a black column spacer (black matrix integrated spacer), and the black column spacer (black matrix integrated spacer) does not form a black matrix and a spacer, It is formed in a structure that can perform both a black matrix and a spacer in one pattern.

The present invention also relates to a color filter comprising a black matrix made by using the black photosensitive resin composition, or a color filter including a black column spacer.

The present invention also relates to a display device including the color filter.

A typical patterning process for forming a black matrix, spacer or black column spacer (black matrix integrated spacer) according to the photolithography method comprises the following steps:

a) applying a black photosensitive resin composition to a substrate;

b) prebaking step of drying the solvent;

c) applying a photomask onto the obtained film to irradiate an actinic ray to cure the exposed portion;

d) performing a developing step of dissolving the unexposed portion using an aqueous alkali solution; And

e) Dry and post-baking steps.

A glass substrate or a polymer plate is used as the substrate. As the glass substrate, in particular, soda lime glass, barium or strontium-containing glass, lead glass, aluminosilicate glass, borosilicate glass, barium borosilicate glass or quartz can be preferably used. Examples of the polymer plate include polycarbonate, acrylic, polyethylene terephthalate, polyether sulfide, and polysulfone.

The coating may be performed by a wet coating method using a coating apparatus such as a roll coater, a spin coater, a slit and spin coater, a slit coater (which may be referred to as a die coater), an ink jet or the like so as to obtain a desired thickness.

Prebaking is performed by heating with an oven, a hot plate or the like. At this time, the heating temperature and the heating time in the pre-baking are appropriately selected depending on the solvent to be used, for example, at a temperature of 80 to 150 ° C for 1 to 30 minutes.

The exposure performed after the pre-baking is performed by an exposure machine, and exposed through a photomask to expose only the portion corresponding to the pattern. The light to be irradiated may be, for example, visible light, ultraviolet light, X-ray, electron beam, or the like.

Alkali development after exposure is carried out for the purpose of removing the photosensitive resin composition in the portion where the non-exposed portion is not removed, and a desired pattern is formed by this development. As the developer suitable for the alkali development, for example, an aqueous solution of a carbonate of an alkali metal or an alkaline earth metal may be used. Particularly, a weakly alkaline aqueous solution containing 1 to 3% by weight of a carbonate such as sodium carbonate, potassium carbonate or lithium carbonate is used at a temperature of 10 to 50 캜, preferably 20 to 40 캜, using a developing machine or an ultrasonic cleaner .

The post bake is performed to increase the adhesion between the patterned film and the substrate, and is performed by heat treatment at 80 to 220 ° C for 10 to 120 minutes. Post-baking Pre-baking is carried out using an oven, hot plate or the like.

At this time, the thickness of the black matrix is preferably 0.2 to 10.0 m, more preferably 0.5 to 7 m, and particularly preferably 1.0 to 5.0 m.

The film thickness of the column spacer and the black column spacer (black matrix integrated spacer) is preferably 0.5 m to 8 m, more preferably 0.1 m to 6 m, and particularly preferably 0.1 m to 4 m.

The black matrix, the spacer or the black column spacer (black matrix integrated spacer) made of the black photosensitive resin composition of the present invention has the effect of improving the adhesion of the black matrix or the black column spacer to the base material, So that it can have excellent characteristics.

Hereinafter, the present invention will be described in more detail by way of examples. However, the following examples are intended to further illustrate the present invention, and the scope of the present invention is not limited by the following examples. The following examples can be appropriately modified and changed by those skilled in the art within the scope of the present invention.

Manufacturing example  1: An alkali-soluble resin (B1) comprising a monomer represented by the general formulas (1) and (2)

(Meth) acrylate and 3,4-epoxytricyclodecan-9-yl (meth) acrylate were added to a four-necked flask equipped with a stirrer, a dropping funnel, a thermometer, 30 parts by weight of a mixture obtained by mixing 50 parts by weight of a propylene homopolymer and 50 parts by weight of a propylene homopolymer having a molar ratio of 50:50, 50 parts by weight of methyl methacrylate, 40 parts by weight of acrylic acid, 70 parts by weight of vinyltoluene, 40 parts by weight of glycol monomethyl ether acetate (PGMEA) was added dropwise over 1 hour, and polymerization was carried out for 0.5 hour. Subsequently, a mixed solution of 15 parts by weight of methacrylic acid, 10 parts by weight of methyl methacrylate, 70 parts by weight of propylene glycol methyl ether and 3 parts by weight of 2,2'-azobisisobutyronitrile was gradually added dropwise over 1 hour, and 8 After the polymerization was carried out for a time, the mixture was allowed to cool to room temperature. After the inside of the four-necked flask was replaced with nitrogen, 65 parts by weight of glycidyl methacrylate, 3 parts by weight of tetra-n-butylammonium bromide and 2 parts by weight of methoquinone were added to the flask, and the reaction was carried out at 80 DEG C for 12 hours An alkali-soluble resin B1 was obtained. The weight-average molecular weight of B1 measured by GPC was 23,000.

Manufacturing example  2: An alkali-soluble resin (B2) comprising a monomer represented by the general formulas (1) and (2)

(Meth) acrylate and 3,4-epoxytricyclodecan-9-yl (meth) acrylate were added to a four-necked flask equipped with a stirrer, a dropping funnel, a thermometer, 30 parts by weight of methyl methacrylate, 55 parts by weight of acrylic acid, 65 parts by weight of vinyltoluene, 4 parts by weight of t-butylperoxy-2-ethylhexanoate, 50 parts by weight of glycol monomethyl ether acetate (PGMEA) was added dropwise over 1 hour, and polymerization was carried out for 0.5 hour. Subsequently, a mixed solution of 25 parts by weight of methacrylic acid, 15 parts by weight of methyl methacrylate, 50 parts by weight of propylene glycol methyl ether and 3 parts by weight of 2,2'-azobisisobutyronitrile was gradually added dropwise over 1 hour, After the polymerization was carried out for a time, the mixture was allowed to cool to room temperature. After the inside of the four-necked flask was replaced with nitrogen, 70 parts by weight of glycidyl methacrylate, 3 parts by weight of tetra-n-butylammonium bromide and 2 parts by weight of methoquinone were added to the flask, and the reaction was carried out at 80 DEG C for 12 hours An alkali-soluble resin B2 was obtained. The weight-average molecular weight of B2 measured by GPC was 22,400.

Manufacturing example  3: An alkali-soluble resin (B3) comprising a monomer represented by the general formulas (1) and (2)

(Meth) acrylate and 3,4-epoxytricyclodecan-9-yl (meth) acrylate were added to a four-necked flask equipped with a stirrer, a dropping funnel, a thermometer, 15 parts by weight of methyl methacrylate, 70 parts by weight of acrylic acid, 60 parts by weight of vinyltoluene, 4 parts by weight of t-butylperoxy-2-ethylhexanoate, 15 parts by weight of propylene 60 parts by weight of glycol monomethyl ether acetate (PGMEA) was added dropwise over 1 hour, and the polymerization reaction was continued for 0.5 hour. Subsequently, a mixed solution of 30 parts by weight of methacrylic acid, 20 parts by weight of methyl methacrylate, 40 parts by weight of propylene glycol methyl ether and 3 parts by weight of 2,2'-azobisisobutyronitrile was gradually added dropwise over 1 hour, After the polymerization was carried out for a time, the mixture was allowed to cool to room temperature. After replacing the inside of the four-necked flask with nitrogen, 80 parts by weight of glycidyl methacrylate, 3 parts by weight of tetra-n-butylammonium bromide and 2 parts by weight of methoquinone were added to the flask, and the reaction was carried out at 80 DEG C for 12 hours An alkali-soluble resin B3 was obtained. The weight average molecular weight of B3 measured by GPC was 24,200.

Manufacturing example  4: An alkali-soluble resin (B4) comprising a monomer represented by the general formulas (1) and (2)

(Meth) acrylate and 3,4-epoxytricyclodecan-9-yl (meth) acrylate were added to a four-necked flask equipped with a stirrer, a dropping funnel, a thermometer, 30 parts by weight of a mixture obtained by mixing 50 parts by weight of a propylene homopolymer and 50 parts by weight of a propylene homopolymer having a molar ratio of 50:50, 65 parts by weight of methyl methacrylate, 35 parts by weight of acrylic acid, 70 parts by weight of vinyltoluene, 40 parts by weight of glycol monomethyl ether acetate (PGMEA) was added dropwise over 1 hour, and polymerization was carried out for 0.5 hour. Subsequently, a mixed solution of 15 parts by weight of methacrylic acid, 10 parts by weight of methyl methacrylate, 60 parts by weight of propylene glycol methyl ether and 3 parts by weight of 2,2'-azobisisobutyronitrile was gradually added dropwise over 1 hour, After the polymerization was carried out for a time, the mixture was allowed to cool to room temperature. After the inside of the four-necked flask was replaced with nitrogen, 65 parts by weight of glycidyl methacrylate, 3 parts by weight of tetra-n-butylammonium bromide and 2 parts by weight of methoquinone were added to the flask, and the reaction was carried out at 80 DEG C for 12 hours An alkali-soluble resin B4 was obtained. The weight average molecular weight of B4 measured by GPC was 22,900.

Manufacturing example  5: An alkali-soluble resin (B5) comprising the monomers represented by the general formulas (1) and (2)

(Meth) acrylate and 3,4-epoxytricyclodecan-9-yl (meth) acrylate were added to a four-necked flask equipped with a stirrer, a dropping funnel, a thermometer, 15 parts by weight of a mixture obtained by mixing 50 parts by weight of propylene glycol with 50 parts by weight of a propylene glycol monomethyl ether and 50 parts by weight of a propylene glycol having a molar ratio of 50:50, 10 parts by weight of methyl methacrylate, 60 parts by weight of acrylic acid, 65 parts by weight of vinyltoluene, 55 parts by weight of glycol monomethyl ether acetate (PGMEA) was added dropwise over 1 hour, and the polymerization reaction was continued for 0.5 hour. Subsequently, a mixed solution of 25 parts by weight of methacrylic acid, 15 parts by weight of methyl methacrylate, 70 parts by weight of propylene glycol methyl ether and 3 parts by weight of 2,2'-azobisisobutyronitrile was gradually added dropwise over 1 hour, After the polymerization was carried out for a time, the mixture was allowed to cool to room temperature. After replacing the inside of the four-necked flask with nitrogen, 75 parts by weight of glycidyl methacrylate, 3 parts by weight of tetra-n-butylammonium bromide and 2 parts by weight of methoquinone were added to the flask, and the reaction was carried out at 80 DEG C for 12 hours An alkali-soluble resin B5 was obtained. The weight average molecular weight of B5 measured by GPC was 24,900.

 [Table 1] (unit:% by weight)

Example  1-5 Comparative Example  1-3

After adding a solvent to the mixer, a pigment, an alkali-soluble resin, a photopolymerizable compound, a photopolymerization initiator and other additives were added to the mixture, and the mixture was uniformly mixed with stirring to prepare a black photosensitive resin composition. The compositions were in accordance with the compositions in Table 2 below.

The obtained photosensitive resin composition was coated on a glass substrate by a spin coating method, and then placed on a heating plate and maintained at a temperature of 100 캜 for 2 minutes to remove the solvent.

Then, the thin film was irradiated with ultraviolet rays. At this time, the ultraviolet light source was irradiated with light at an exposure dose (365 nm) of 40 mJ / cm 2 using an ultrahigh pressure mercury lamp (trade name: USH-250D) manufactured by Usuo Denki Co., Ltd., and no special optical filter was used.

The ultraviolet-irradiated thin film was developed in a KOH aqueous solution of pH 12.5 for 60 seconds using a spray developing machine and then heated in a heating oven at 230 ° C for 20 minutes to prepare a pattern. The thickness of the film prepared above was 3.2 탆.

[Table 2]

week)

1) C.I Pigment Blue 15: 4, manufactured by DIC

2) Irgaphor® Black S 0100 CF (Orgnic Black), product of BASF

3) CB (MA-8), product of Mitsubishi

4) 5.5 Sensitivity, acid value 26.9 mgKOH / g, Shin Nakamura Chemicals

5) 5.5 Sensitivity, acid value 0 mgKOH / g, Shin Nakamura Chemicals

6) trifunctional, acid value 0 mgKOH / g, Shin Nakamura Chemicals

7) octenic acid, acid value 0 mgKOH / g, Osaka Yuki Chemical

8) 1- [9-Ethyl-6- (2-methylbenzoyl) -9H-carbazol-3-yl] -ethanone- 1- (O- acetyloxime)

9) Manufactured by BYK

10) Products of Lubrisol

11) Propylene glycol monomethyl ether acetate

Experimental Example  1: Adhesion measurement

A 5 cm x 5 cm glass substrate (Corning) was cleaned with a neutral detergent and water and dried. Each of the black photosensitive resin compositions prepared in Examples 1 to 5 and Comparative Examples 1 to 3 was spin-coated on the glass substrate so as to have a final film thickness of 3.0 탆 and prebaked at 80 to 120 캜 for 1 to 2 The solvent was removed by drying for a minute. Then, the surface of the substrate was exposed to light with an exposure dose of 40 to 150 mJ / cm 2, the surface foreign matter was removed using an aqueous alkaline solution, and then baked at 200 to 250 ° C for 10 to 30 minutes to prepare a colored substrate.

Each of the colored substrate and the glass substrate (Corning) was cut to have a size of 25 mm x 50 mm, and 1 drop of a thermosetting sealant was applied to the center of the cut colored substrate (25 mm x 50 mm) And a glass substrate (25 mm x 50 mm) cut in such a manner that the diameter of the sealing material dropped to the center was 0.5 mm. Thereafter, the substrate was allowed to stand for 2 minutes, exposed at 7000 mJ / cm 2, and cured at 120 ° C for 1 hour to prepare an evaluation substrate.

The test substrate was measured with a UTM (Universal testing machine, Instron) equipment while the sample was fixed, and one glass substrate was peeled off at 3 mm / min with a probe. In this case, the adhesion force (N / mm 2) is a value obtained by dividing the measured value (N) when the colored substrate and the glass substrate are separated by the sealant adhesion area (mm 2).

[Criteria]

○: Glass breakage or adhesion 2 N / ㎟ or more

X: Adhesion less than 2 N / ㎟

[Table 3]

Referring to Table 3, the adhesion of the black photosensitive resin compositions of Examples 1 to 5 was more than 2.0 N / mm 2, which is the standard value, while the compositions of Comparative Examples 1 to 3 showed less than the reference value, We could confirm the shortage.

Claims (12)

(A) a colorant;
(B) an alkali-soluble resin;
(C) a photopolymerizable compound;
(D) a photopolymerization initiator; And
(E) a solvent,
Wherein the colorant comprises a lactam black as an organic black pigment,
The alkali-soluble resin (B) simultaneously contains monomers of the following general formula (1) and general formula (2)
The photopolymerizable compound (C) comprises a monomer having a functional group of between 4 and 7,
Wherein the acid value of the photopolymerizable compound (C) is 25 to 50 mgKOH / g.
[Chemical Formula 1]

(2)

In the monomer of Formula 1,
R ₁ is hydrogen or a methyl group;
R ₂ is a C ₁ -C ₂₀ alkylene group substituted by a hydroxy group;
R ₃ is a C ₁ to C ₁₂ alkyl (meth) acrylate group. The method according to claim 1,
In the monomer of Formula 1,
R ₁ is a methyl group;
R ₂ is a C ₁ -C ₁₀ alkylene group substituted by a hydroxy group;
And R ₃ is acrylate or methyl acrylate. The method according to claim 1,
The black photosensitive resin composition according to claim 1, wherein the monomer represented by the formula (1)
(3)

The method according to claim 1,
Wherein the weight ratio of the monomer represented by Formula 1 to the monomer represented by Formula 2 is 20 to 60: 30 to 60. The black photosensitive resin composition of Claim 1,
The method according to claim 1,
Wherein the alkali-soluble resin (B) has a weight average molecular weight of 3,000 to 200,000. The method according to claim 1,
Wherein the colorant (A) further comprises at least one selected from the group consisting of aniline black, perylene black, titanium black, and carbon black. The method according to claim 1,
Wherein the colorant (A) is at least one organic black pigment selected from the group consisting of aniline black and phenylene black; At least one inorganic black pigment selected from the group consisting of titanium black, and carbon black; And a blue pigment. The method according to claim 1,
About the total weight of the composition
(A) 1 to 50% by weight of a colorant;
(B) 5 to 80% by weight of an alkali-soluble resin;
(C) 1 to 30% by weight of a photopolymerizable compound;
(D) 0.01 to 10% by weight of a photopolymerization initiator; And
(E) a residual amount of a solvent. The method according to claim 1,
Wherein the black photosensitive resin composition further comprises at least one additive (F) selected from the group consisting of a dispersant, a dispersion aid, a surfactant, a filler, another polymer compound, an ultraviolet absorber, Resin composition. A color filter comprising a column spacer, a black matrix, or a black column spacer manufactured using the black photosensitive resin composition of claim 1. A display device comprising the color filter of claim 10.
The black photosensitive resin composition according to claim 1, wherein the adhesive force is 2.0 N / mm 2 or more.